Herein, a synthetic study to obtain a 2’-deoxyguanosine derivative carrying the CF3 group on the nucleobase is reported. Key reaction to obtain this building block is the trifluoromethylation step, carried out on 3’,5’-di-O-acetyl-2’-deoxyguanosine using CF3SO2Na and tert-butylhydroperoxide in a biphasic system, adapted from a recently published protocol to obtain CF3-derivatized aromatic heterocycles.

8-CF3-2’-deoxyguanosine as a useful nucleoside analog for 19F NMR-based structural studies of G-quadruplex structures / Montesarchio, Daniela; Musumeci, Domenica. - (2012). (Intervento presentato al convegno Conformational diversity and applications of G-quadruplexes tenutosi a Sitges, Spagna nel 6-8 ottobre 2012).

8-CF3-2’-deoxyguanosine as a useful nucleoside analog for 19F NMR-based structural studies of G-quadruplex structures

MONTESARCHIO, DANIELA;MUSUMECI, DOMENICA
2012

Abstract

Herein, a synthetic study to obtain a 2’-deoxyguanosine derivative carrying the CF3 group on the nucleobase is reported. Key reaction to obtain this building block is the trifluoromethylation step, carried out on 3’,5’-di-O-acetyl-2’-deoxyguanosine using CF3SO2Na and tert-butylhydroperoxide in a biphasic system, adapted from a recently published protocol to obtain CF3-derivatized aromatic heterocycles.
2012
8-CF3-2’-deoxyguanosine as a useful nucleoside analog for 19F NMR-based structural studies of G-quadruplex structures / Montesarchio, Daniela; Musumeci, Domenica. - (2012). (Intervento presentato al convegno Conformational diversity and applications of G-quadruplexes tenutosi a Sitges, Spagna nel 6-8 ottobre 2012).
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/511015
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